Cuttyhunk, MA

Travel Guide

A coastal landscape with a sandy beach, grassy areas, and a small island with a lighthouse.
A sailboat on calm waters during sunset.
A gazebo in a park with a clear blue sky.
New Bedford Harbor Hotel

New Bedford Harbor Hotel

3 out of 5
222 Union St New Bedford MA
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $151 total per night from Dec 4 to Dec 5
$151 total
Dec 4 - Dec 5
Total with taxes and fees
Stay at this hotel in New Bedford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
New Bedford Harbor Hotel
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road Vineyard Haven MA
$185 nightly
The price is $207 total per night from Nov 24 to Nov 25
$207 total
Nov 24 - Nov 25
Total with taxes and fees
Book a stay at this beach motel in Vineyard Haven. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (839 reviews)
"The guest in the room next door was smoking in their room, and it sort of ruined the whole stay for me. My room stunk because of it."

Reviewed on Nov 4, 2026

Vineyard Harbor Motel - Private Beach
Inn on the Square

Inn on the Square

3.5 out of 5
40 North Main Street Falmouth MA
$152 nightly
The price is $174 total per night from Nov 24 to Nov 25
$174 total
Nov 24 - Nov 25
Total with taxes and fees
Stay at this hotel in Falmouth. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular ...
Inn on the Square
See all 1,208 properties in Cuttyhunk
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beachside Village Resort

Beachside Village Resort

3 out of 5
45 Surf Drive Falmouth MA
Book a stay at this beach aparthotel in Falmouth. Enjoy free WiFi, an outdoor pool, and daily housekeeping. Our guests praise the property condition in our reviews. ...
9.4/10 Exceptional! (129 reviews)
"I can't wait to visit again!"

Reviewed on Nov 2, 2026

Beachside Village Resort
Quaint, ranch style home in Oak Bluffs with central air

Quaint, ranch style home in Oak Bluffs with central air

Oak Bluffs MA
Stay at this vacation home in Oak Bluffs. Enjoy a garden, balconies, and an in-room coffeemaker. Popular attractions Inkwell Beach and Oak Bluffs Public Library ...
8.4/10 Very Good! (5 reviews)
"Would book again"

Reviewed on Jul 27, 2026

Quaint, ranch style home in Oak Bluffs with central air
Cape Cod Cottage Retreat - Walk to Beaches, Ferry, Bike Paths & Downtown Shops!

Cape Cod Cottage Retreat - Walk to Beaches, Ferry, Bike Paths & Downtown Shops!

Falmouth MA
Stay at this cottage in Falmouth. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Downtown Library Park and Falmouth Museums on the Green ...
10/10 Exceptional! (16 reviews)
"Will absolutely visit next year!"

Reviewed on Sep 29, 2026

Cape Cod Cottage Retreat - Walk to Beaches, Ferry, Bike Paths & Downtown Shops!
See all properties in Cuttyhunk
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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